A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Adventure Hotels in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Adventure Hotels

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Sugarloaf Key adventure hotels

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A sunset view with a thatched structure and a palm tree by a calm body of water.
A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
AED 559
AED 748 total
includes taxes & fees
1 Nov - 2 Nov
Parmer's Resort
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.

2. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
United States
Elena S.
AED 459
AED 1,518 total
includes taxes & fees
8 Oct - 9 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Pool
Beach
Sport court
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

3. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
United States
Cheryl V.
AED 579
AED 1,671 total
includes taxes & fees
8 Oct - 9 Oct
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A waterfront property with a covered porch, a boat dock, and a clear sky.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.

4. SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
AED 584
AED 1,628 total
includes taxes & fees
20 Oct - 21 Oct
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.
A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.
A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.
A hotel room with a large bed, a desk, a chair, a television, and a ceiling fan.

5. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
AED 428
AED 706 total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
Pool
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.
Beach
A covered outdoor area with wicker furniture and string lights.

6. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Cudjoe Key
United States
jim b.
AED 636
AED 1,743 total
includes taxes & fees
14 Oct - 15 Oct
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.
A bedroom with a bed, a chair, a nightstand, a painting, and a window with blinds.
A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a cozy bedroom with a bed and a view of the outdoors.
A laundry room with a washer and dryer, a door leading to an outdoor patio with a table and chairs.

7. Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage
Summerland Key
United States
John B.
AED 808
AED 1,914 total
includes taxes & fees
17 Oct - 18 Oct
Kelly's Kabin - Adorable Private Summerland Key Cottage
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.
Outdoor dining
A marina with boats docked, a clear sky, and a calm waterway.

8. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
United States
Tammy G.
AED 733
AED 1,862 total
includes taxes & fees
13 Oct - 14 Oct
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, RVs, and a clear view of the ocean.
A beachside area with palm trees, picnic tables, and a view of the sea.
A coastal residential area with houses, a marina, and a flag.

9. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
AED 829
AED 1,982 total
includes taxes & fees
8 Oct - 9 Oct
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A marina with RVs and mobile homes, a swimming pool, and a view of the ocean.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

10. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
United States
Nora Kay F.
AED 675
AED 1,790 total
includes taxes & fees
8 Oct - 9 Oct
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
View all properties

Top Sugarloaf Key Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."
Kevin 2-night trip
Posted 22 hours ago
Casa Marina Key West, Curio Collection by Hilton
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Great place! Rooms were nice. So was staff. Great breakfast with lots of choices."
Walter 3-night trip
Posted 1 day ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Great hotel and pool!"
Eli 2-night trip
Posted 1 day ago
Hilton Garden Inn Key West / The Keys Collection
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Staff at reception are genuinely welcoming."
Nche 1-night trip
Posted 1 day ago
Hilton Key West Resort & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Perfect! Great surroundings, staff & people! Convenient to get to everything!"
Diahann 5-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place definitely staying there next time"
Francisca 4-night trip
Posted 2 days ago
Parrot Key Hotel & Villas

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